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(M) 7 days ago
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Start small and build up slowly and use lots of lube. when you think you have applied enough, apply a bit more.
Try a finger to start with, maybe when having a bath and see how it feels. A bit difficult to push anything in to start with until you learn to relax fully. Then you'll be amazed how easy it can be.
And make sure you only use proper butt plugs or toys designed for anal use. You don't want to lose anything up there.